Smart Agency Masterclass with Jason Swenk: Podcast for Digital Marketing Agencies

Want to Sell Your Agency? Start by Firing Yourself with Taylor McMaster | Ep #879

Feb 11, 2026
Taylor McMaster, former owner of Dot & Company who built and sold a productized agency, explains designing a business to run without her. She discusses deciding early to build for sale. She covers hiring a people manager first, avoiding the founder-led sales trap, connecting with the right buyer, and the surprising diligence and transition process.
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INSIGHT

Design Your Business For An Exit

  • Taylor decided early she wanted an exit and built the company with that outcome in mind.
  • She systematically removed herself from all critical lanes so the business could run without her.
ADVICE

Hire Your People Manager First

  • Hire for your weakest leadership gap early rather than hiring only for delivery.
  • Taylor hired a people manager first to avoid people chaos that blocks scale.
ADVICE

Don't Abdicate Sales Too Early

  • Stay in sales until you build a repeatable sales system and can coach others.
  • Get great at selling first or hire an experienced closer rather than handing off too soon.
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